OFF MARKET

Off Market Oct 2024 for $1.2M

$1,202,180

Est. refi paymentEst. refi $2,213/mo

•

2,550

sq ft

105 Bears Den Rd, Sheffield, MA 01257

About this home

Public Remarks: Berkshire contemporary masterpiece - offering privacy, a Gunite pool and stunning mature landscaping with a meadow creating an estate-like feel. Inside you will find yourself drenched in sunlight streaming in from the wall of windows and looking over the westerly view. With glass doors leading to the large cedar deck from every room, you will always feel a connection to nature. Recently updated, the kitchen and baths are a continuation of the modern vibe. Featuring 4 bedrooms - including a first-floor primary suite with cathedral ceilings and a walk-in closet - you will find plenty of space to spread out. The highlight is the luxurious Gunite swimming pool with a built-in spa, perfect for relaxation and entertainment. In addition, the home features central A/C and a back-up generator.

Single-familyProperty Type

1991Year Built

3.39 acresLot Size

$471Est. Price/Sq.Ft.

1 car garageParking

Listed by Antonio Segalla • LANCE VERMEULEN RE, INC

Bought with Lance Vermeulen • LANCE VERMEULEN RE, INC

Redfin checked: a minute ago

•Source:BCMLS #243850

Redfin Estimate

$1,202,180

$23K since sold in October 2024$25K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 37.8% higher than the average sale price ($872K) of 6 comparable homes.

SOLD APR 22, 2026
$595,000
A
3 beds2.5 baths2,340 sq ft
54 Egremont Plain Rd, Great Barrington, MA 01230
SOLD NOV 20, 2025
$1,550,000
B
4 beds2.5 baths2,676 sq ft
91 Undermountain Rd, Egremont, MA 01230
SOLD JUN 6, 2026
$638,500
C
3 beds3 baths1,991 sq ft
483 Home Rd, Sheffield, MA 01257
SOLD NOV 24, 2025
$805,000
D
4 beds2.5 baths2,389 sq ft
1900 Home, Great Barrington, MA 01230
SOLD DEC 4, 2025
$845,000
E
4 beds2.5 baths2,186 sq ft
1872 S Undermountain Rd, Sheffield, MA 01257
SOLD JUL 10, 2026
$800,000
F
3 beds3 baths1,720 sq ft
395 Undermountain Rd, Sheffield, MA 01257

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Earn from this home

Refinance

Est. cash available

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Rent

$3,882/mo

Redfin rental estimate

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Market trends in 01257, MA

Last updated July 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

97.3%

0.8% MoM

Median sale price

$500K

$50K MoM

Avg. days on market

211d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

$1,050,000
3 beds2 baths2,800 sq ft
128 Rannapo Rd, Sheffield, MA 01257
See all

Provided by Redfin

Sale history for 105 Bears Den Rd

Date

Event

Price

BCMLS #243850

Oct 7, 2024

Sold

$1,225,000

$480/sq ft

Jul 31, 2024

Pending

—

Jul 7, 2024

Listed

$1,375,000

$539/sq ft

Public Records

Nov 6, 2002

Sold

$350,000

$137/sq ft

BCMLS #156933

Nov 6, 2002

Sold

$360,000

$141/sq ft

Apr 2, 2002

Listed

$389,000

$153/sq ft

Tax history for 105 Bears Den Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3.39 Acres

Year renovated

2007

Sq. Ft.

2,550

Year built

1991

Style

Single Family Residential

County

Berkshire County

APN

3921125

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jan 27, 2023.

Property details

Parking

Parking Information
Other Parking: Garaged & Off-Street

Garage Information
Garage Spaces: 1
Has Attached Garage

Interior

Heating & Cooling
Has Heating
Heating: Propane, Oil

Interior Features
Interior Features: Alarm System, Backup Generator, Cathedral Ceilings, High Speed Wiring, Marble Counter, Vaulted Ceilings, Walk-In Closet(s)
Appliances: Dishwasher, Dryer, Microwave, Range Hood, Refrigerator, Washer
Flooring: Carpet, Wood

Room Information
Rooms Total: 8
Foyer

Accessibility Information
Accessibility Features: Accessible Approach with Ramp, Accessible Bedroom, Handicap Design, Handicap Access, Handrails, Accessible Full Bath, 1st Flr Bdrm w/Bath, Customized Wheelchair Accessible

Bathroom Information
Bathrooms Full: 3

Exterior

Exterior Features
Exterior Features: Trash Private, Privacy, Pool - In Ground, Porch, Deciduous Shade Trees, Deck, Mature Landscaping, Fenced Yard, Hot Tub Outdoor, Fenced-Partially, Landscaped

Property Information
Property Condition: Updated/Remodeled

Lot Information
Lot Features: Pasture

Building Information
Building Area Total: 2550.0

Financial

Tax Information
Tax Annual Amount: 8797.0
Tax Assessed Value: 748700
Tax Year: 2024

Location

School Information
Elementary School: Undermountain
Middle Or Junior School: Mount Everett
High School: Mount Everett

Location Information
Directions: From Rt 7 Sheffield turn onto cook road. At the stop sign turn right onto Bow Wow Road. Quickly merge left onto Bears Den road, property will be on your left #105.

Utility Information
200 Amp
Private Sewer

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,550
Stories: 2.0
Lot Size: 3.39 acres
Style: Single Family Residential
Year Built: 1991
Year Renovated: 2007
County: Berkshire County
APN: 3921125

Home facts updated by county records on Jan 27, 2023

Other

Listing Information
Standard Status: Closed
Photos Count: 44
Internet Automated Valuation Display YN: Yes

Around this home

Schools

New Marlborough Central School

Public PreK-3 • Assigned • 0.8mi

7/10

Mount Everett Regional School

Public 6-12 • Assigned • 0.8mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 95° expected this year, 16 days in 30 years

4/10 Wind Factor

13% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Sheffield, MA • 01257

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.14M – $1.38M

Sell confidently with a local market expert in Sheffield. 3 minutes to get started.

Nearby similar homes

$1,200,000

4 beds2.5 baths2,800 sq ft

249 Boardman St, Sheffield, MA 01257

$415,000

3 beds1 bath1,025 sq ft

8 Stillwell St, Great Barrington, MA 01230

$380,000

3 beds1.5 baths1,550 sq ft

2010-2012 Clayton Mill River Rd, Southfield, MA 01259

$2,450,000

3 beds2 baths2,716 sq ft

25 Baldwin Hill Rd, Egremont, MA 01230

$734,900

3 beds2 baths1,771 sq ft

165 Maple Ave Unit D, Great Barrington, MA 01230

NEW 34 HRS AGO

$199,000

3 beds1 bath1,132 sq ft

541 Main St, Great Barrington, MA 01230

New listings for sale in 01257

$1,050,000

3 beds2 baths2,800 sq ft

128 Rannapo Rd, Sheffield, MA 01257

Home values near 105 Bears Den Rd

Data from public records.

Address	Redfin Estimate
216 Bears Den Road, Sheffield, MA 3 Beds \| 2 Baths \| 1502 Sq. Ft.	$529,252
73 Bears Den Road, Sheffield, MA 3 Beds \| 2 Baths \| 2436 Sq. Ft.	$680,464

Address	Redfin Estimate
132 Bears Den Road, Sheffield, MA 4 Beds \| 2.5 Baths \| 2240 Sq. Ft.	$682,319
208 Bears Den Road, Sheffield, MA 3 Beds \| 2.5 Baths \| 2188 Sq. Ft.	$789,664

Address	Redfin Estimate
186 Bears Den Road, Sheffield, MA 3 Beds \| 2 Baths \| 2165 Sq. Ft.	$736,342
158 Bears Den Road, Sheffield, MA 4 Beds \| 3 Baths \| 3285 Sq. Ft.	$1,044,409

Property information provided by BCMLS when last listed in 2024. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01257, MA

Sale history for 105 Bears Den Rd

Tax history for 105 Bears Den Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01257

Home values near 105 Bears Den Rd

More real estate resources